WebKit for Windows is not in a particularly well-maintained state, where WebKit-GTK (which is probably what Orion for Linux is built with) is in reasonable shape since it’s already used by GNOME Web (aka Epiphany). That might have something to do with it.
The gap between the Windows and GTK ports is shrinking. Every JIT tier has been enabled for JSC on Windows[1], and libpas (the custom memory allocator) should get enabled soon.
The Windows port is moving from Cairo to Skia soon as well, matching the GTK port (though I think the focus is enabling the CPU renderer to start).
Webkit's CI (EWS) is running the layout tests on Windows, and running more tests on Windows is mostly a matter of funding the hardware.
There's a few things still disabled on the Windows port, some rough edges, and not a lot of production use (Bun and Playwright are the main users). It'd definitely be more work than Linux, but it's not as bad as you'd think.